This as-told-to essay relies on a dialog with Robert E. Williams, a 40-year-old VC board director and startup advisor based mostly in Maryland. It has been edited for size and readability.
I spent the primary 13 years of my profession at AT&T, working my approach as much as an assistant VP-level place. Then, I keep in mind asking myself a query that unlocked a whole shift in what I needed: If all of the money and safety have been to explode in Massive Tech, what would I actually need to do?
In 2021, I left AT&T and stepped down from my title to take a guess on myself. After a collection of calculated profession dangers, I joined an AI startup, and now I work in enterprise capital as an advisor for startups I consider in.
The startup world has been invigorating and fully not like the previous predictability of Massive Tech. If Massive Tech is a luxurious yacht, then startups are a speedboat.
I liked a variety of issues about my time in Massive Tech
In 2007, I got here straight out of undergrad into an account government function at AT&T, the place I had a extremely supportive growth system round me and was in a position to tackle a variety of duty shortly. I met some nice folks and had mentors who actually confirmed me the ropes. Plus, the cash was protected, which meant quite a bit as a younger twenty-something.
I labored my approach up from gross sales supervisor to director and was ultimately promoted to an assistant VP role in 2018. I had a variety of duty, however all the things felt very structured.
From weekly assembly cadences to quarterly enterprise critiques, I all the time knew the playbook we would run for that day, week, and month.
In the course of the pandemic, I had much more time to consider what was essential to me
Whereas I valued the soundness of a giant firm, the relationships I constructed, and my time main giant groups, I needed to develop my experiences into the growth areas of tech. In 2020, that was the cloud and the sooner days of AI and machine studying.
I wasn’t able to make the startup leap but, however I knew I wanted to affix a longtime firm with a tradition of innovation and disruption in rising tech. When I left AT&T, I joined AWS as a gross sales chief. It was a calculated threat, however I used to be prepared to guess on myself to show that I might thrive on this new atmosphere.
A yr later, I took one other calculated step all the way down to a startup-style division of Palo Alto Networks, after which I felt able to go all in on startups.
I discovered startup life invigorating
In 2023, I joined an AI and quantum startup as its head of world channels, and later its head of income and partnerships. We have been constructing partnerships world wide, so I used to be most likely on a airplane not less than each different week, getting in entrance of consumers.
I labored most days from 7 a.m. to 7 p.m., constructing the staff, responding to prospects, and negotiating contracts. My scope of labor was a lot broader than it ever was in Massive Tech, and it was invigorating. I might shortly see the fruits of my labor as new prospects, partnerships, and media got here by.
The startup world is inherently unpredictable, and I needed to put on a variety of hats
In a single second, you could possibly be serving to the staff reply to a important RFP response deadline, after which in one other, you would be briefing buyers from a $100M VC fund.
The pay is high risk, excessive reward. It is quite common to forgo a few of the typical Massive Tech money “heading in the right direction earnings” for extra fairness upside. I discovered it essential to have a real conviction in each the market and the startup earlier than making that tradeoff. It wants to suit into your life-style targets for 3 to 5 years till an exit occasion.
Now, as a VC, I’ve extra time to give attention to what issues to me
There wasn’t something I disliked about startup life, however after just a few years, I needed to scale that impression throughout a number of corporations.
In Could, I stepped all the way down to an advisor function on the startup, which allowed me to grow to be a board of director for a VC, and an advisor for 2 different startups: one fintech firm and one medical system startup in Africa.
Although I am protecting extra floor by way of corporations, I’ve gotten so much time again, not having to be on a airplane each week. I have been spending extra high quality time with household and reconnecting with previous buddies that I have not seen in a while.
I’ve additionally had time to double down on mentorship and advisory work with startup founders and college students from traditionally underrepresented teams.
An important factor to do in your profession is locate out what you are functionally good at
At a startup, you’ll be able to have a variety of particular person impression. You’ll be able to take the danger of getting fairness and inventory choices, however it’s a must to do not forget that most startups fail. That being mentioned, when you think about diminished job safety and the AI increase, Massive Tech is not the protected possibility it was once.
Past the rest, it is essential to search out out what you are functionally good at. I am nice at go-to-market enterprise growth and strategic partnerships, and that is been my anchor all through my profession.
If you happen to can slender in on what you are good at, you will be extremely useful in Massive Tech or startups.
Do you could have a narrative to share about quitting Massive Tech? In that case, please contact the reporter at tmartinelli@businessinsider.com.




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